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Merck
CN

804258

N-(3-(4-bromophenyl)-propanoyl)-L-homoserine lactone

≥95%

Synonym(s):

4-bromo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-benzenepropanamide, LasR and TraR inhibitor, LuxR

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About This Item

Empirical Formula (Hill Notation):
C13H14BrNO3
CAS Number:
Molecular Weight:
312.16
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Assay:
≥95%
Form:
solid
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assay

≥95%

form

solid

storage temp.

−20°C

SMILES string

O=C(OCC1)[C@@]1([H])NC(CCC2=CC=C(Br)C=C2)=O

InChI

1S/C13H14BrNO3/c14-10-4-1-9(2-5-10)3-6-12(16)15-11-7-8-18-13(11)17/h1-2,4-5,11H,3,6-8H2,(H,15,16)/t11-/m0/s1

InChI key

SGDZSJUYCLTPRG-NSHDSACASA-N

Application

AHL analog is a strong, broad-spectrum inhibitor of numerous LuxR-type receptors (e.g.: LuxR from Vibrio fischeri, LasR from P. aeruginosa, and TraR from Agrobacterium tumefaciens). This compound represents a good choice for initial testing of LuxR-type receptor inhibition.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Related Content

We study quorum sensing, how bacteria sense their density. Synthesized compounds modulate pathways, aiding research on infections in various hosts.


Grant D Geske et al.
Chembiochem : a European journal of chemical biology, 9(3), 389-400 (2008-01-29)
Bacterial quorum sensing is mediated by low molecular-weight signals and plays a critical role in both the pathogenesis of infectious disease and beneficial symbioses. There is significant interest in the development of synthetic ligands that can intercept bacterial quorum sensing
Grant D Geske et al.
Journal of the American Chemical Society, 129(44), 13613-13625 (2007-10-12)
Bacteria use a language of low molecular weight ligands to assess their population densities in a process called quorum sensing. This chemical signaling process plays a pivotal role both in the pathogenesis of infectious disease and in beneficial symbioses. There



Global Trade Item Number

SKUGTIN
804258-10MG04061833232354